[superg]

Hi all,

i was wondering if an aldehyde could react with iodine in DCM (or THF)?  i've planned to do a reaction using only iodine and my substrate (tin/halogen exchange) in DCM, but i have an aldehyde on it

do any of you know if it could react (like oxidation to the corresponding acid?)

thanks

[Honclbrif]

If its enolizable, you may run the risk of alpha-iodination. In general, aldehydes are easily oxidized; I would be a little leery about throwing iodine at one. Diol protection isn't that hard.